Volume 28, Number 1, 168-173, DOI: 10.1007/BF00925417

Modified steroids. 101. Reactivity of 16,17α-episulfide ring in the series of 20-ketopregnanes and their 20-hydrazones

A. V. Kamernitskii, A. M. Turuta, T. K. Ustynyuk and Ho Thee Mai An

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Abstract

1.  The reactivity of 16agr,17agr-epithio-ketones in the pregnane series and their 20-carbethoxyhydrazones was studied in the episulfide ring-opening reactions.
2.  Epithio-ketones are more inert to ring-opening reactions with nucleophilic reagents than the corresponding epoxy-ketones, and tend to eliminate sulfur under the hetero ringopening conditions.
3.  Substitution of the 20-keto group for the hydrazone fragment does not increase the reactivity of the episulfide ring, but facilitates its desulfurization.
For communication 100, see [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 180–185, January, 1979.

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